Sissy Anal Pissing Stories

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Simon Sissy Slave Ch. 04

by Timewarp10 on Aug 20, 2019
BDSM

Simon staggered in for work the day after the slave auction, his body stiff and sore. Mr Berne and the others in the post room were shocked to see the sissy's bruised and lacerated buttocks. Barry's stiff cock betrayed his feelings; whipping and torture excited him. His sadistic nature relished the thought of thrashing Sissy senseless. Sissy was his fuck t...

A Week End with Mistress Pt. 04

by gasissynora on Oct 8, 2019
Transgender & Crossdressers

This is a continuation from part 3 of this series. To understand what is happening you should read the previous parts of the story. I hope you enjoy this and would welcome your comments. * Mistress Nikki grabs our hands and leads us to a room behind the stage. There are some lockers in the room, a bed, some bondage equipment and other kinky paraphernalia....

Motorcycle Anal Dyke

by magic_tantra on Sep 12, 2017
BDSM

I had a big smile on my face as I drove to the beach because my mistress finally paid some nasty attention to me. I tried to reminisce in my dirty mind the magic moments that just transpired. First I watched Mistress Sandra finish her wine kneeling patiently before her. Handing me the empty glass Sandra bent down, reached into my crotch grabbing my cock with...

Simon Sissy Slave Ch. 03

by Timewarp10 on Jul 30, 2019
BDSM

Mr Berne watched with satisfaction as the sissy paraded in the post room. Sissy walked gracefully in high heels. His ballet training made it easy. He knew how to walk like a woman. He had practiced, and he could walk with a book balanced on his head. It gave him poise, and the high heels gave elegance to his calves. The skirt was short enough to look slutty,...

College Misery Ch. 01

by newauthor19 on Sep 16, 2017
Fetish

Ever since words got out that James has some femboy porn hidden in his laptop it has been a nightmare for the 19 year old poor boy standing 5'8" and weighs merely 122lbs. His classmates have totally lost all respect for him. He was admired before for his friendly attire and kind hearted nature but now he is admired for his feminine body. He lives in a boy's...

The Prostate Exam Pt. 08

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

Please do not read on unless extreme sissification and forced gay and bi scenes, watersports and cum eating, really flick your switches. I don't want to offend anyone so thought this comment might help. ***** It'd all started with a routine visit to his Doc for a simple prostate exam. His Dominant female doctor had pushed her finger just into his ring and...

Julie is a Whore Ch. 05

by Pretty_Sissy_Julie on Jul 14, 2020
Fetish

Ch. 5 I am a sissy cross dresser that has been living as a woman in Madame's brothel for about 3 years now. During that time I have perfected my skills as a cock sucker and a top notch prostitute. I have my own room in the brothel where I live and entertain clients in other parts of the House. My sister, Becca, does not live in the brothel, but whenever she...

Peggy the Pegger Pt. 04

by FreakyBiFantasyGuy on Sep 19, 2017
Fetish

All characters are 18 years old or older. This is a work of fiction. ***** Peggy the Pegger Part 4: Pee Party We all have our kinks. Be they anal, domination, BDSM, humiliation, feet, pee, toys or anything else, they need satisfying. And that's why, one day, Peggy and I set about finding all our kinks; and what better way to find them than by trying eac...

Becca is a Whore Ch. 02

by Prossie_Becca on Oct 19, 2020
Fetish

Before starting, let me explain a few thoughts. The experiences that I am sharing are real. At times I will change the names of people where it might expose who they are, but other than that, they are true. My sister is a sissy CD, her name is julie (Pretty_Sissy_Julie). It was her idea that I join Lit and she encouraged me to start writing. For that reason,...

Slave Ch. 07

by slaveheathen on Sep 25, 2017
Fetish

Note: As stated in previous chapters, this is a story about a bisexual submissive man, exploring all his (and mine) kinky fantasies. There are elements of truth in this story, and elements that are things I hope to explore in the future. There is therefore bisexual sex, as well as piss play and much more. If this is your cup of tea, read on! If not, no big....